WO2007135095A1 - Use of cis-rhenium (iii) diadamantate compounds for potentiating the antitumoral activity of platinium complexes - Google Patents

Use of cis-rhenium (iii) diadamantate compounds for potentiating the antitumoral activity of platinium complexes Download PDF

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Publication number
WO2007135095A1
WO2007135095A1 PCT/EP2007/054828 EP2007054828W WO2007135095A1 WO 2007135095 A1 WO2007135095 A1 WO 2007135095A1 EP 2007054828 W EP2007054828 W EP 2007054828W WO 2007135095 A1 WO2007135095 A1 WO 2007135095A1
Authority
WO
WIPO (PCT)
Prior art keywords
rhenium
adcoo
formula
cis
cisplatin
Prior art date
Application number
PCT/EP2007/054828
Other languages
English (en)
French (fr)
Inventor
Philippe Collery
Alexander V. Shtemenko
Natalia I. Shtemenko
Original Assignee
Societe De Coordination De Recherches Therapeutiques
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Societe De Coordination De Recherches Therapeutiques filed Critical Societe De Coordination De Recherches Therapeutiques
Priority to AT07729273T priority Critical patent/ATE474584T1/de
Priority to EP07729273A priority patent/EP2068894B1/de
Priority to DE602007007970T priority patent/DE602007007970D1/de
Publication of WO2007135095A1 publication Critical patent/WO2007135095A1/en

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K33/00Medicinal preparations containing inorganic active ingredients
    • A61K33/24Heavy metals; Compounds thereof
    • A61K33/243Platinum; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/555Heterocyclic compounds containing heavy metals, e.g. hemin, hematin, melarsoprol
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents

Definitions

  • the present invention relates to the treatment of cancers and more particularly to the use of cis-rhenium (III) diadamantate compounds for potentiating the antitumoral activity of cytotoxic platinum complexes.
  • the present invention also relates to novel pharmaceutical associations comprising as active principles a cytotoxic platinum complex and a cis-rhenium (III) diadamatate compound.
  • the two above active principles may be associated in a single pharmaceutical composition with a pharmaceutically acceptable vehicule.
  • each active principle may be also conditioned separately in order to allow their sequential administration.
  • each active principle is preferably in combination with a pharmaceutically acceptable vehicule.
  • the main platinum complexes known as cytotoxic agents are the cisplatin, carboplatin, oxaliplatin and nedaplatin. Regarding the antitumoral activity of these platinum complexes, the following references may be cited:
  • Rhenium Carboxylates as Antitumor Agents. Part II. Antitumor Studies of Rhenium Carboxylates.
  • the cluster rhenium compounds useful according to the invention are the compounds of formula (I):
  • X is chlorine or bromine; R is the residue of adamantanecarboxylic acid; - L is H 2 O; CH 3 CN, DMPA, DMAA, DMSO or pyridine.
  • DMPA dimethylphosphamide
  • DMAA dimethylacetamide
  • the preferred compound among the above compounds is the compound of formula: cis [Re 2 (AdCOO) 2 CL 4 ] ⁇ CH 3 CN in which AdCOO is the residue of adamantanecarboxylic acid.
  • the present invention also relates to the use of the cluster rhenium compounds of formula (I) for the preparation of medicaments useful for potentiation of the antitumoral activity of platinum complexes.
  • the present invention also relates to the use of the cluster rhenium compounds of formula (I) in association with cytotoxic platinum complexes for the preparation of antitumoral agents.
  • the amount of rhenium coumpounds of formula (I) to be used depends on the tumors to be treated and the state of the patient. Generally the dose to be used may vary between 1 and 10O mg per kg of the body of the patient to be treated.
  • Wistar rats weighting 100-120 g were inoculated by tumor carcinoma Guerink (T8) cells (Experimental Oncology, 2003, Vol. 25, pp64-68). The cells were taken in the Institute of Oncology and Experimental Pathology by R.E.Kavetskiy (Kiev).
  • the single intraperitoneal administration of Cisplatin at the dose of 8 mg/kg was made on the 9 day after the tumor inoculation according to the method disclosed by Taylor S. K. in Medical Hypothesis 2003; 60; n°1, pp 89-93.
  • Weight of isolated tumors and Hb levels in average were the same as in control group as in group treated by Re2 (Table 1 ).
  • Table 1 Weight of isolated tumors (m, g) and concentration of Hb (Hb, g/l) in blood of animals on the 21 day after tumor cells inoculation

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Epidemiology (AREA)
  • Inorganic Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
PCT/EP2007/054828 2006-05-19 2007-05-18 Use of cis-rhenium (iii) diadamantate compounds for potentiating the antitumoral activity of platinium complexes WO2007135095A1 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
AT07729273T ATE474584T1 (de) 2006-05-19 2007-05-18 Verwendung von cis-rhenium (iii) diadamantat- verbindungen zur verstärkung der antitumoralen wirkung von platinkomplexen
EP07729273A EP2068894B1 (de) 2006-05-19 2007-05-18 Verwendung von cis-rhenium (iii) diadamantat- verbindungen zur verstärkung der antitumoralen wirkung von platinkomplexen
DE602007007970T DE602007007970D1 (de) 2006-05-19 2007-05-18 Verwendung von cis-rhenium (iii) diadamantat- verbindungen zur verstärkung der antitumoralen wirkung von platinkomplexen

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP06300497.2 2006-05-19
EP06300497A EP1862169A1 (de) 2006-05-19 2006-05-19 Verwendung von cis-Rhenium(III)diadamantat-Verbindungen zur Potenzierung der antitumoralen Aktivität von Platinkomplexen

Publications (1)

Publication Number Publication Date
WO2007135095A1 true WO2007135095A1 (en) 2007-11-29

Family

ID=37387389

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2007/054828 WO2007135095A1 (en) 2006-05-19 2007-05-18 Use of cis-rhenium (iii) diadamantate compounds for potentiating the antitumoral activity of platinium complexes

Country Status (4)

Country Link
EP (2) EP1862169A1 (de)
AT (1) ATE474584T1 (de)
DE (1) DE602007007970D1 (de)
WO (1) WO2007135095A1 (de)

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
CHEVAR ET AL., LABORATORNOE DELO (RUS), vol. ND1O, 1997, pages 9 - 13
YAN Y-K ET AL: "Cytotoxicity of rhenium(I) alkoxo and hydroxo carbonyl complexes in murine and human tumor cells", PHARMAZIE 2000 GERMANY, vol. 55, no. 4, 2000, pages 307 - 313, XP001149202, ISSN: 0031-7144 *
ZABITSKAYA E D ET AL: "Blood proteins under metal-organic substances treatment", FEBS JOURNAL, vol. 272, no. Suppl. 1, July 2005 (2005-07-01), & 30TH CONGRESS OF THE FEDERATION-OF-EUROPEAN-BIOCHEMICAL-SOCIETIES (FEBS)/9TH IUBMB CONFERENCE; BUDAPEST, HUNGARY; JULY 02 -07, 2005, pages 503 - 504, XP002408174, ISSN: 1742-464X(print) 1742-4658(ele *

Also Published As

Publication number Publication date
DE602007007970D1 (de) 2010-09-02
EP2068894B1 (de) 2010-07-21
ATE474584T1 (de) 2010-08-15
EP2068894A1 (de) 2009-06-17
EP1862169A1 (de) 2007-12-05

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